1,2-Epoxy-1,2-dihydro-naphthalene

Base Information

• Chemical Name: 1,2-Epoxy-1,2-dihydro-naphthalene
• CAS No.: 17180-88-0
• Molecular Formula: C₁₀H₈O
• Molecular Weight: 144.173
• DSSTox Substance ID: DTXSID20864742
• Nikkaji Number: J82.589A
• Wikidata: Q27123432
• Mol file: 17180-88-0.mol

Synonyms:17180-88-0;1a,7b-dihydronaphtho[1,2-b]oxirene;Naphthalene epoxide;Naphthalene-1,2-oxide;1,2-Epoxy-1,2-dihydro-naphthalene;1a,7b-Dihydronaphth(1,2-b)oxirene;naphthalene 1,2-epoxide;Naphth[1,2-b]oxirene, 1a,7b-dihydro-;1,2-Epoxy-1,2-dihydronaphthalene;Naphth(1,2-b)oxirene, 1a,7b-dihydro-;1a,7b-Dihydronaphth[1,2-b]oxirene;SCHEMBL50866;CHEBI:52431;DTXSID20864742;1a,7b-dihydronaphtho[1,2-b]oxiren;Q27123432

Chemical Property of 1,2-Epoxy-1,2-dihydro-naphthalene

Chemical Property:

• Vapor Pressure: 0.0162mmHg at 25°C
• Boiling Point: 264.1°Cat760mmHg
• Flash Point: 109.4°C
• PSA: 12.53000
• Density: 1.207g/cm³
• LogP: 2.15330
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 144.057514874
• Heavy Atom Count: 11
• Complexity: 197

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C3C(O3)C=CC2=C1

Technology Process of 1,2-Epoxy-1,2-dihydro-naphthalene

There total 29 articles about 1,2-Epoxy-1,2-dihydro-naphthalene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

1,2-Dihydronaphthalene (447-53-0) → (-)-(1S,2R)-naphthalene 1,2-oxide (17180-88-0,73136-20-6,84608-95-7,24825-00-1)

Guidance literature:

With titanium(IV) isopropylate; (1R,2R)-N-[( hydroxy-3-phenyl)benzyl]-N’-[(2-hydroxy-3-phenyl)benzylidene]-1,2-diaminocyclohexane; dihydrogen peroxide; In dichloromethane; water; at 20 ℃; for 18h; Time; Concentration; optical yield given as %ee; diastereoselective reaction; Kinetics;

DOI:10.1002/adsc.200700601

Reference yield: 79.0%

(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1S,2S)-2,4-dibromo-1,2,3,4-tetrahydro-naphthalen-1-yl ester (122874-29-7,122874-30-0,122874-31-1,122874-32-2) → (-)-(1S,2R)-naphthalene 1,2-oxide (17180-88-0,73136-20-6,84608-95-7,24825-00-1)

Guidance literature:

With sodium methylate; In tetrahydrofuran; at -5 ℃; for 70h;

DOI:10.1021/jo00280a012

Reference yield: 78.0%

(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1R,2R)-2,4-dibromo-1,2,3,4-tetrahydro-naphthalen-1-yl ester (122874-29-7,122874-30-0,122874-31-1,122874-32-2) → (1R,2S)-(+)-naphthalene 1,2-oxide (17180-88-0,24825-00-1,84608-95-7,73136-20-6)

Guidance literature:

With sodium methylate; In tetrahydrofuran; at -5 ℃; for 70h;

DOI:10.1021/jo00280a012

upstream raw materials:

naphthalene

1,2-Dihydronaphthalene

(R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1S,2S)-2,4-dibromo-1,2,3,4-tetrahydro-naphthalen-1-yl ester

(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1S,2S)-2,4-dibromo-1,2,3,4-tetrahydro-naphthalen-1-yl ester

Downstream raw materials:

trans-1-hydroxy-2-methyl-1,2-dihydronaphthalene

α-naphthol

β-naphthol

1-naphthyl phenyl sulfide